18108-77-5

Upstream product

• 150710-64-8 2-methoxy-5-(phenylsulfanyl)pyridine 
• 142-08-5 2-Pyridone 
• 882-33-7 diphenyldisulfane 
• 13466-38-1 5-bromopyridin-2(1H)-one 
• 108-98-5 thiophenol 
• 3111-52-2 potassium thiophenolate 

Downstream Products

• 67743-62-8 2-chloro-5-(phenylsulfanyl)pyridine 
• 1197831-41-6 (±)-1,6-diallyl-5-phenylsulfanyl-3,6-dihydropyridin-2(1H)-one 
• 1197831-58-5 (+/-)-1-phenylsulfanyl-3,6,9,9a-tetrahydroquinolizin-4-one 
• 1197831-36-9 1-allyl-5-(phenylthio)pyridin-2(1H)-one 
• 64064-30-8 (6-phenylsulfanyl-imidazo[1,2-a]pyridin-2-yl)-carbamic acid methyl ester 
• 67743-67-3 2-chloro-5-(phenylsulfinyl)pyridine 

Relevant academic research and scientific papers

AgSbF6-Mediated Selective Thiolation and Selenylation at C-4 Position of Isoquinolin-1(2 H)-ones

A new and facile AgSbF6-mediated protocol for the construction of C-4 thiolated or selenylated isoquinolin-1(2H)-ones via a radical pathway was established. This reaction proceeded efficiently with excellent regioselectivity, a broad substrate scope, and good functional group tolerance. A radical reaction mechanism involving thiyl radicals as key intermediates is proposed for the present transformation.

Silver-Catalyzed Enantioselective Sulfimidation Mediated by Hydrogen Bonding Interactions

An enantioselective sulfimidation of 3-thiosubstituted 2-quinolones and 2-pyridones was achieved with a stoichiometric nitrene source (PhI=NNs) and a silver-based catalyst system. Key to the success of the reaction is the use of a chiral phenanthroline ligand with a hydrogen bonding site. The enantioselectivity does not depend on the size of the two substituents at the sulfur atom but only on the binding properties of the heterocyclic lactams. A total of 21 chiral sulfimides were obtained in high yields (44–99 %) and with significant enantiomeric excess (70–99 % ee). The sulfimidation proceeds with high site-selectivity and can also be employed for the kinetic resolution of chiral sulfoxides. Mechanistic evidence suggests the intermediacy of a heteroleptic silver complex, in which the silver atom is bound to one molecule of the chiral ligand and one molecule of an achiral 1,10-phenanthroline. Support for the suggested reaction course was obtained by ESI mass spectrometry, DFT calculations, and a Hammett analysis.

Scope and limitations of the synthesis of functionalized quinolizidinones and related compounds by a simple precursor approach via addition of lithium allylmagnesates to 2-pyridones and RCM as key steps

The scope and limitations of the simple synthesis of functionalized quinolizidin-4-ones by chemoselective N-alkenylation of NH pyridin-2(1H)-ones (2-pyridones), regioselective addition of lithium allyl(di-n-butyl)magnesates(1-) to N-alkenylpyridin-2(1H)-ones, followed by ring closing metathesis (RCM) is described. A number of functionalizations introduced into quinolizidin-4-one rings demonstrated the high prospect of the strategy proposed in scaffold synthesis. Their extension to the syntheses of pyrido[1,2-a]azepin-4-one and pyrido[1,2-a]azocin-4-one derivatives as well as to spiro-fused compounds is also presented.

Process for the preparation of imidazo [1,2-a] pyridines

Processes are described for the preparation of 2-(methoxycarbonylamino)-6-(phenylsulfinyl) imidazo [1,2-a] pyridine, which is an active anthelmintic agent. The process involves the treatment of a 5-phenylsulfinyl pyridine substituted at the 2-position wit